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JEE Main levelSingle correct optionDifficulty 2 of 3ro024

Anisole (methoxybenzene) is reduced with Na in liquid containing ethanol. The major product is

  1. A1-methoxycyclohexa-1,4-diene
  2. B3-methoxycyclohexa-1,4-diene
  3. C1-methoxycyclohexa-1,3-diene
  4. Dmethoxycyclohexane

Answer: A

An electron-donating group stays on a carbon of a remaining double bond. The reduced carbons are ortho and meta to OMe, so the OMe carbon keeps its double bond: 1-methoxycyclohexa-1,4-diene.
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